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An Efficient Nickel‐Catalyzed Cross‐Coupling Between sp 3 Carbon Centers
Author(s) -
Giovannini Riccardo,
Stüdemann Thomas,
Dussin Gaelle,
Knochel Paul
Publication year - 1998
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19980918)37:17<2387::aid-anie2387>3.0.co;2-m
Subject(s) - catalysis , nickel , alkyl , coupling (piping) , carbon fibers , coupling reaction , chemistry , primary (astronomy) , work (physics) , combinatorial chemistry , organic chemistry , materials science , physics , metallurgy , thermodynamics , astronomy , composite number , composite material
Since the pioneering work of Wurtz , cross‐couplings between sp 3 carbon centers have had the reputation of being difficult. In the presence of a catalytic amount of m ‐trifluoromethylstyrene, an efficient cross‐coupling reaction takes place between polyfunctional primary alkyl iodides and diorganozinc compounds [Eq. (a)] to give a general catalytic cross‐coupling between sp 3 carbon centers. Piv=pivaloyl; Pent = pentyl; acac = acetalacetonate; NMP = N ‐methylpyrrolidone.